300-08-3 Usage
Description
Different sources of media describe the Description of 300-08-3 differently. You can refer to the following data:
1. Arecoline hydrobromide is an arecoline salt of hydrobromic acid generally used in removing parasites from dog’s intestine1-2. It has been used for almost half a century for the treatment of Echinococcus granulosus in dogs, as an anthelminthic2-4. The vermifuge action of arecoline is due to a combination of factors, including (a) the increased activity of the intestinal glands, resulting in a copious secretion which may tend to loosen the hold of the worms on the mucous membrane, when (b) the increased peristalsis sweeps them onward to be voided with the faeces. It has a strong parasympathomimetic action4. It may have been used as working standard in the determination of arecoline concentration from dog plasma using LC–MS/MS1.
2. Arecoline (CAS 300-8-3) is a covalent inhibitor of ACAT1 which binds to and disrupts only ACAT1 tetramers (IC50=11.1 μM). ACAT2 and DLAT are not inhibited. Tyrosine407 phosphorylation activates mitochondrial acetyl-CoA acetyltransferase 1 (ACAT1) by stabilizing its tetramer. This is believed to be the mechanisms by which ACAT1 is “hijacked” and contributes to the Warburg effect in cancer.? Treatment of xenograft nude mice with Arecoline resulted in a dose-dependent reduction in tumor mass.1?Agonist at muscarinic acetylcholine receptors M1 – M5 (EC50?in the range of 7-410 nM).2?May be effective in dementia.3
References
Different sources of media describe the References of 300-08-3 differently. You can refer to the following data:
1. https://www.sigmaaldrich.com/catalog/product/sial/31593?lang=en®ion=US
Batham, E. J. "Testing arecoline hydrobromide as an anthelminthic for hydatid worms in dogs." Parasitology 37.3-4(1946):185.
https://www.ncbi.nlm.nih.gov/pubmed/4544776
ZHOU. "Security of a Novel Antitapeworm Drug: Arecoline Hydrobromide." Animal Husbandry and Feed Science 2(2010):26-28.
2. 1) Fan?et al.?(2016),?Tetrameric Acetyl-CoA Acetyltransferase 1 is Important for Tumor Growth; Mol. Cell,?64?859
2) Heinrich?et al.?(2009),?Pharmacological comparison of muscarinic ligands: historical versus more recent muscarinic M1-preferring receptor agonists; Eur. J. Pharmacol.,?605?53
3) Christie?et al.?(1981),?Physostigmine and arecoline: effects of intravenous infusions in Alzheimer presenile dementia; Br. J. Psychiatry,?138?46
Chemical Properties
WHITE FINE POWDER
Uses
Different sources of media describe the Uses of 300-08-3 differently. You can refer to the following data:
1. Arecoline is a muscarinic acetylcholine receptor agonist. Arecoline induces ADP ribosylation of histones and chromatid relaxation in spleen and bone marrow cells. In a study, a controlled trial involving 122 dogs experimentally infected with Echinococcus
2. A cholinergic alkaloid from seeds of the betel nut palm Areca catechu. Anthelmintic (Cestodes); cathartic.
General Description
Arecoline is an alkaloid obtained from theseeds of the betel nut (Areca catechu). For many years, nativesof the East Indies have consumed the betel nut as asource of a euphoria-creating substance.
Safety Profile
Poison by parenteral,subcutaneous, and intravenous routes. When heated todecomposition it emits very toxic fumes of HBr and NOx.
Check Digit Verification of cas no
The CAS Registry Mumber 300-08-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,0 and 0 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 300-08:
(5*3)+(4*0)+(3*0)+(2*0)+(1*8)=23
23 % 10 = 3
So 300-08-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H13NO2.BrH/c1-9-5-3-4-7(6-9)8(10)11-2;/h4H,3,5-6H2,1-2H3;1H
300-08-3Relevant articles and documents
Preparation of 1,2,5,6-tetra-hydro-3-carboalkoxypridines such as arecoline and salts of 1,2,5,6-tetrahydro-3-carboalkoxypridines and arecoline hydrobromide
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, (2008/06/13)
A process is provided for the preparation of 1,2,5,6-tetrahydro-3-carboalkoxypyridines of formula (III) STR1 wherein R is a straight or cyclic substituted or unsubstituted alkyl chain having 1 to 6 carbon atoms, phenyl C1-6 alkyl, menthol or a derivative of menthol, or a derivative of camphor, and R' is an alkyl chain having 1 to 4 carbon atoms or phenyl C1-6 alkyl comprising reacting an alkyl pyridinium salt of formula STR2 wherein R and R' are as defined above and X is a suitable leaving group with sodium triacetoxyborohydride in the presence of an acid.
